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Merck
CN

158240

1-Nitrosopyrrolidine

99%

Synonym(s):

N-Nitrosopyrrolidine, NPYR

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About This Item

Empirical Formula (Hill Notation):
C4H8N2O
CAS Number:
930-55-2
Molecular Weight:
100.12
NACRES:
NA.25
PubChem Substance ID:
57647525
UNSPSC Code:
12352200
EC Number:
213-218-8
MDL number:
MFCD00003166

Key Documents

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InChI key

WNYADZVDBIBLJJ-UHFFFAOYSA-N

InChI

1S/C4H8N2O/c7-5-6-3-1-2-4-6/h1-4H2

SMILES string

O=NN1CCCC1

assay

99%

bp

214 °C (lit.)

density

1.085 g/mL at 25 °C (lit.)

Application

1-Nitrosopyrrolidine can be used to study carcinogens and cancer. Metabolism of nitrosamines in vivo has been tested in rats.1-Nitrosopyrrolidine has been used in a study to assess nitric oxide and spontaneous motility in chick embryos.

Biochem/physiol Actions

Induces hepatocellular carcinomas and lung adenomas in mice. Forms DNA adducts that primarily result in A:T to G:C mutations.

pictograms

Health hazardExclamation mark
GHS08,GHS07

signalword

Warning

hcodes

H302,H351

Hazard Classifications

Acute Tox. 4 Oral - Carc. 2

Storage Class

10 - Combustible liquids

wgk

WGK 3

flash_point_f

208.4 °F - closed cup

flash_point_c

98 °C - closed cup

ppe

Eyeshields, Faceshields, Gloves, type ABEK (EN14387) respirator filter

Regulatory Information

监管及禁止进口产品
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Certificates of Analysis (COA)

Lot/Batch Number
MKCB3427
MKBR6052V
MKBC5211V
MKBC5211
94698MJ

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Sadagopan Krishnan et al.
Chemical communications (Cambridge, England), (17)(17), 1713-1715 (2007-04-26)
We report for the first time voltammetric/electrochemiluminescent sensors applied to predict genotoxicity of N-nitroso compounds bioactivated by human cytochrome P450 enzymes.
Ana Paula M Loureiro et al.
Chemical research in toxicology, 22(10), 1728-1735 (2009-09-19)
The well established rat hepatocarcinogen N-nitrosopyrrolidine (NPYR, 1) requires metabolic activation to DNA adducts to express its carcinogenic activity. Among the NPYR-DNA adducts that have been identified, the cyclic 7,8-butanoguanine adduct 2-amino-6,7,8,9-tetrahydro-9-hydroxypyrido[2,1-f]purine-4(3H)-one (6) has been quantified using moderately sensitive methods
N Arranz et al.
Food and chemical toxicology : an international journal published for the British Industrial Biological Research Association, 45(9), 1662-1669 (2007-04-17)
The aim of this study was to investigate the protective effect of organosulfur compounds towards N-nitrosamine-induced DNA damage in the single-cell gel electrophoresis (SCGE)/HepG2 assay. N-Nitrosopyrrolidine (NPYR) and N-nitrosodimethylamine (NDMA) incubated with formamidopyrimidine-DNA glycosylase (Fpg), caused a significant increase in
F W Krüger et al.
Zeitschrift fur Krebsforschung und klinische Onkologie. Cancer research and clinical oncology, 83(3), 255-260 (1975-01-01)
After i. p. application of 6 mg/30 muCi/kg 2,5- and 3,4--14C-nitrosopyrrolidine about 20% of the radioactivity is exhaled as 14-CO2 and about 7% is found in the urine. One of the urinary metabolites was identified by thin layer chromatography, combined
G Drabik-Markiewicz et al.
Analytica chimica acta, 657(2), 123-130 (2009-12-17)
N-nitrosamines are meant to be probable or possible carcinogenic components, possibly formed out of a reaction between nitrite and N-containing substances such as amino acids and secondary amines. Nitrite is often used for processing meat products because of its colouring
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